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Issue 7, 2017
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Silver-mediated radical coupling reaction of isocyanides and alcohols/phenols in the presence of water: unprecedented hydration and radical coupling reaction sequence

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Abstract

The radical coupling of isocyanides and alcohols/phenols promoted by silver in the presence of water is reported for the first time, which led to the formation of diverse carbamates. In contrast to the well-known 1,1-addition to form imidoyl radicals, a novel reaction mechanism, involving sequential hydration of isocyanides and coupling with alkoxyl/phenoxyl radicals, is disclosed by combining experimental and theoretical studies.

Graphical abstract: Silver-mediated radical coupling reaction of isocyanides and alcohols/phenols in the presence of water: unprecedented hydration and radical coupling reaction sequence

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Article information


Submitted
04 Jan 2017
Accepted
17 Jan 2017
First published
17 Jan 2017

Org. Biomol. Chem., 2017,15, 1580-1583
Article type
Communication

Silver-mediated radical coupling reaction of isocyanides and alcohols/phenols in the presence of water: unprecedented hydration and radical coupling reaction sequence

L. Zhang, P. Xiao, X. Guan, Z. Huang, J. Zhang and X. Bi, Org. Biomol. Chem., 2017, 15, 1580
DOI: 10.1039/C7OB00019G

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